EP 2500040 A1 20120919 - Improved Gastrin Releasing Peptide Receptor-Binding Compounds
Title (en)
Improved Gastrin Releasing Peptide Receptor-Binding Compounds
Title (de)
Markierte Gastrin Releasing Peptide (GRP)
Title (fr)
Peptides à libération de gastrine (GRP) marqués
Publication
Application
Priority
- EP 10178206 A 20031224
- EP 03800223 A 20031224
- US 34157703 A 20030113
Abstract (en)
New and improved compounds for use in diagnostic imaging or therapy having the formula M-N-O-P-G, wherein M is an optical label or a metal chelator (in the form complexed with a metal radionuclide or not), N-O-P is the linker, and G is the GRP receptor targeting peptide. Methods for imaging a patient and/or providing radiotherapy or phototherapy to a patient using the compounds of the invention are also provided. Methods and kits for preparing a diagnostic imaging agent from the compound is further provided. Methods and kits for preparing a radiotherapeutic agent is further provided.
IPC 8 full level
A61K 49/00 (2006.01); A61K 51/08 (2006.01); C07K 7/08 (2006.01)
CPC (source: EP KR US)
A61K 51/08 (2013.01 - KR); A61K 51/088 (2013.01 - EP US); A61P 1/18 (2017.12 - EP); A61P 13/08 (2017.12 - EP); A61P 35/00 (2017.12 - EP); A61P 43/00 (2017.12 - EP); C07K 7/086 (2013.01 - EP US); C07K 14/595 (2013.01 - KR)
Citation (applicant)
- US 5662885 A 19970902 - POLLAK ALFRED [CA], et al
- US 5976495 A 19991102 - POLLAK ALFRED [CA], et al
- US 6200546 B1 20010313 - HOFFMAN TIMOTHY J [US], et al
- US 2002054855 A1 20020509 - HOFFMAN TIMOTHY J [US], et al
- US 5367080 A 19941122 - TONER JOHN L [US], et al
- US 5364613 A 19941115 - SIEVING PAUL F [US], et al
- US 5021556 A 19910604 - SRINIVASAN ANANTHACHARI [US]
- US 5075099 A 19911224 - SRINIVASAN ANANTHACHARI [US], et al
- US 5886142 A 19990323 - THAKUR MATHEW L [US], et al
- US 5720934 A 19980224 - DEAN RICHARD T [US], et al
- US 6143274 A 20001107 - TWEEDLE MICHAEL F [US], et al
- US 6093382 A 20000725 - WEDEKING PAUL W [US], et al
- US 5608110 A 19970304 - RAMALINGAM KONDAREDDIAR [US], et al
- US 5665329 A 19970909 - RAMALINGAM KONDAREDDIAR [US], et al
- US 5656254 A 19970812 - RAMALINGAM KONDAREDDIAR [US], et al
- US 5688487 A 19971118 - LINDER KAREN [US], et al
- CA 9400395 W 19940718
- CA 9400479 W 19940831
- CA 9500249 W 19950428
- US 5780006 A 19980714 - POLLAK ALFRED [CA], et al
- US 5183653 A 19930202 - LINDER KAREN E [US], et al
- US 5387409 A 19950207 - NUNN ADRIAN D [US], et al
- US 5118797 A 19920602 - JURISSON SILVIA [US], et al
- WO 9818496 A2 19980507 - NYCOMED IMAGING AS [NO], et al
- WO 8606605 A1 19861120 - GEN HOSPITAL CORP [US]
- WO 9103200 A1 19910321 - GEN HOSPITAL CORP [US]
- WO 9528179 A1 19951026 - METASYN INC [US]
- WO 9623526 A2 19960808 - METASYN INC [US], et al
- WO 9736619 A2 19971009 - EPIX MEDICAL INC [US]
- US 9801473 W 19980127
- US 9820182 W 19980924
- US 4899755 A 19900213 - LAUFFER RANDALL B [US], et al
- US 5474756 A 19951212 - TWEEDLE MICHAEL F [US], et al
- US 5846519 A 19981208 - TWEEDLE MICHAEL F [US], et al
- US 5627286 A 19970506 - RAMALINGAM KONDAREDDIAR [US], et al
- US 6334996 B1 20020101 - WONG ERNEST [CA]
- WO 9818497 A2 19980507 - NYCOMED IMAGING AS [NO], et al
- WO 9818495 A2 19980507 - MARSDEN JOHN CHRISTOPHER [GB], et al
- WO 9818498 A2 19980507 - MARSDEN JOHN CHRISTOPHER [GB], et al
- WO 9853857 A1 19981203 - MALLINCKRODT MEDICAL INC [US], et al
- WO 9617628 A1 19960613 - DIAGNOSTIKFORSCHUNG INST [DE], et al
- WO 9718841 A1 19970529 - UNIV LELAND STANFORD JUNIOR [US]
- WO 9623524 A1 19960808 - NYCOMED IMAGING AS [NO], et al
- WO 9847538 A2 19981029 - DIAGNOSTIKFORSCHUNG INST [DE], et al
- US 5453505 A 19950926 - LEE LINDA G [US], et al
- WO 9848846 A1 19981105 - NYCOMED IMAGING AS [NO], et al
- WO 9822146 A2 19980528 - DIAGNOSTIKFORSCHUNG INST [DE], et al
- WO 9848838 A1 19981105 - NYCOMED IMAGING AS [NO], et al
- US 6663847 B1 20031216 - ACHILEFU SAMUEL [US], et al
- US 6656451 B1 20031202 - ACHILEFU SAMUEL [US], et al
- US 6641798 B2 20031104 - ACHILEFU SAMUEL I [US], et al
- US 6485704 B1 20021126 - RAJAGOPALAN RAGHAVAN [US], et al
- US 6423547 B1 20020723 - RAJAGOPALAN RAGHAVAN [US], et al
- US 6395257 B1 20020528 - ACHILEFU SAMUEL [US], et al
- US 6280703 B1 20010828 - COMBS ARTHUR H [US], et al
- US 6277841 B1 20010821 - RAJAGOPALAN RAGHAVAN [US], et al
- US 6264920 B1 20010724 - ACHILEFU SAMUEL [US], et al
- US 6264919 B1 20010724 - ACHILEFU SAMUEL [US], et al
- US 6228344 B1 20010508 - DORSHOW RICHARD B [US], et al
- US 6217848 B1 20010417 - ACHILEFU SAMUEL [US], et al
- US 6190641 B1 20010220 - ACHILEFU SAMUEL [US], et al
- US 6183726 B1 20010206 - ACHILEFU SAMUEL [US], et al
- US 6180087 B1 20010130 - ACHILEFU SAMUEL [US], et al
- US 6180086 B1 20010130 - ACHILEFU SAMUEL [US], et al
- US 6180085 B1 20010130 - ACHILEFU SAMUEL [US], et al
- US 6013243 A 20000111 - ACHILEFU SAMUEL I A [US]
- US 2003185756 A1 20031002 - ACHILEFU SAMUEL [US], et al
- US 2003165432 A1 20030904 - ACHILEFU SAMUEL I [US], et al
- US 2003158127 A1 20030821 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2003152577 A1 20030814 - ACHILEFU SAMUEL [US], et al
- US 2003143159 A1 20030731 - ACHILEFU SAMUEL I [US], et al
- US 2003105300 A1 20030605 - ACHILEFU SAMUEL [US], et al
- US 2003105299 A1 20030605 - ACHILEFU SAMUEL [US], et al
- US 2003072763 A1 20030417 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2003036538 A1 20030220 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2003031627 A1 20030213 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2003017164 A1 20030123 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2002169107 A1 20021114 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2002164287 A1 20021107 - RAJAGOPALAN RAGHAVAN [US], et al
- US 2002156117 A1 20021024 - ACHILEFU SAMUEL I [US], et al
- US 2003224998 A1 20031204 - REUBI JEAN-CLAUDE [CH], et al
- WO 9962563 A2 19991209 - MALLINCKRODT INC [US], et al
- WO 9857666 A1 19981223 - NYCOMED IMAGING AS [NO], et al
- US 4885363 A 19891205 - TWEEDLE MICHAEL F [US], et al
- WO 9800005 A1 19980108 - AVERY DENNISON COMPANY [US]
- DE 19831710 A1 20000120 - MERCK PATENT GMBH [DE]
- WO 02087637 A1 20021107 - OXFORD INSTR PLASMA TECHNOLOGY [GB], et al
- DONALD J. BUCHSBAUM: "Experimental Radioimmunotherapy and Methods to Increase Therapeutic Efficacy", 1995, CRC PRESS, article "Cancer Therapy with Radiolabeled Antibodies; Pharmacokinetics of Antibodies and Their Radiolabels", pages: 115 - 140
- FISCHMAN ET AL.: "A Ticket to Ride: Peptide Radiopharmaceuticals", THE JOURNAL OF NUCLEAR MEDICINE, vol. 34, no. 12, December 1993 (1993-12-01), XP000929188
- HOFFKEN, K.: "Peptides in Oncology II", SOMATOSTATIN ANALOGUES AND BOMBESIN ANTAGONISTS, 1993, pages 87 - 112
- DAVIS ET AL.: "Metabolic Stability and Tumor Inhibition of Bombesin/GRP Receptor Antagonists", PEPTIDES, vol. 13, 1992, pages 401 - 407, XP023993823, DOI: doi:10.1016/0196-9781(92)90128-P
- DUNCAN ET AL.: "Indium-111-Diethylenetriaminepentaacetic Acid-Octreotide Is Delivered in Vivo to Pancreatic, Tumor Cell, Renal, and Hepatocyte Lysosomes", CANCER RESEARCH, vol. 57, 15 February 1997 (1997-02-15), pages 659 - 671, XP001109646
- LIU; EDWARDS, CHEM REV., vol. 99, 1999, pages 2235 - 2268
- R. B. MUJUMDAR; L. A. ERNST; S. R. MUJUMDAR ET AL.: "Cyanine dye labeling reagents: Sulfoindocyanine succinimidyl esters", BIOCONJUGATE CHEMISTRY, vol. 4, no. 2, 1993, pages 105 - 111, XP000654181, DOI: doi:10.1021/bc00020a001
- D. A. BELLNIER ET AL.: "Murine pharmacokinetics and antitumor efficacy of the photodynamic sensitizer 2-[1-hexyloxyethyl]-2-devinyl pyropheophorbide-a", J. PHOTOCHEM. PHOTOBIOL., vol. 20, 1993, pages 55 - 61, XP026577646, DOI: doi:10.1016/1011-1344(93)80131-R
- G. A. WAGNIERES ET AL.: "In vivo fluorescence spectroscopy and imaging for oncological applications", PHOTOCHEM. PHOTOBIOL., vol. 68, 1998, pages 603 - 632
- J. S. REYNOLDS ET AL.: "Imaging of spontaneous canine mammary tumors using fluorescent contrast agents", PHOTOCHEM. PHOTOBIOL., vol. 70, 1999, pages 87 - 94
- B. C. WILSON: "Encyclopedia of Human Biology", vol. 5, 1991, article "Optical properties of tissues", pages: 587 - 597
- Y-L. HE; H. TANIGAMI; H. UEYAMA; T. MASHIMO; I. YOSHIYA: "Measurement of blood volume using indocyanine green measured with pulse-spectrometry: Its reproducibility and reliability", CRITICAL CARE MEDICINE, vol. 26, no. 8, 1998, pages 1446 - 1451
- J. CAESAR; S. SHALDON; L. CHIANDUSSI ET AL.: "The use of Indocyanine green in the measurement of hepatic blood flow and as a test of hepatic function", CLIN. SCI., vol. 21, 1961, pages 43 - 57
- BRECHBIEL MW; GANSOW OA: "Backbone-substituted DTPA ligands for 90y radioimmunotherapy", BIOCONJ. CHEM., vol. 2, 1991, pages 187 - 194, XP000215614, DOI: doi:10.1021/bc00009a008
- LI, WP; MA DS; HIGGINBOTHAM C; HOFFMAN T; KETRING AR; CUTLER CS; JURISSON, SS: "Development of an in vitro model for assessing the in vivo stability of lanthanide chelates", NUCL. MED. BIOL., vol. 28, no. 2, 2001, pages 145 - 154, XP004233299, DOI: doi:10.1016/S0969-8051(00)00196-7
- KASOKAT T; URICH K.: "Quantification of dechelation of gadopentetate dimeglumine in rats", ARZNEIM.-FORSCH, vol. 42, no. 6, 1992, pages 869 - 76
- CUTLER C S; SMITH CJ; EHRHARDT GJ.; TYLER TT; JURISSON SS; DEUTSCH E: "Current and potential therapeutic uses of lanthanide radioisotopes", CANCER BIOTHER. RADIOPHARM., vol. 15, no. 6, 2000, pages 531 - 545, XP008011359
- BARLOS, K.; GATOS, D.: "Fmoc Solid Phase Synthesis - A Practical Approach", vol. 9, 2002, OXFORD UNIVERSITY PRESS, article "Convergent Peptide Synthesis", pages: 215 - 228
- SUN, J-H.; DENEKER, W. F., SYNTH. COMMUN., vol. 28, 1998, pages 4525 - 4530
- MAO, H. ET AL.: "Rational Design of Diflunisal Analogues with Reduced Affinity for Human Serum Albumin", J. AM. CHEM. SOC., vol. 123, no. 43, 2001, pages 10429 - 10435, XP009051951, DOI: doi:10.1021/ja015955b
- BOYLAND, E.; GORROD, J.: "Synthesis of 3'-methyl-4-'- nitrobiphenylcarboxylic acids by the reaction of 3-methyl-4-nitrobenzenenediazonium acetate with methyl benzoate", J. CHEM. SOC., 1962, pages 2209 - 11
- VAN DE WIELE C; DUMONT F ET AL.: "Technetium-99m RP527, a GRP analogue for visualization of GRP receptor-expressing malignancies: a feasibility study", EUR.J.NUCL.MED., vol. 27, 2000, pages 1694 - 1699, XP001093150, DOI: doi:10.1007/s002590000355
- REUBI ET AL.: "Bombesin Receptor Subtypes in Human Cancers: Detection with the Universal Radioligand (125)I-[D-TYR(6), beta-ALA, PHE(13), NLE(14)] Bombesin (6-14", CLIN.CANCER RES., vol. 8, 2002, pages 1139 - 1146
- "Synthetic Peptides - A User's Guide", 1992, WH. FREEMAN CO., pages: 77 - 258
- CHAN, W.C.; WHITE, P.D.: "Basic Procedures in Fmoc Solid Phase Peptide Synthesis - A Practical Approach", 2002, OXFORD UNIVERSITY PRESS, pages: 41 - 76
- BARLOS, K; GATOS, G.: "Convergent Peptide Synthesis in Fmoc Solid Phase Peptide Synthesis - A Practical Approach", 2002, OXFORD UNIVERSITY PRESS, pages: 216 - 228
Citation (search report)
- [YA] US 2002176819 A1 20021128 - HOFFMAN TIMOTHY J [US], et al
- [YA] WO 0109163 A2 20010208 - UNIV GLASGOW [GB], et al
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR
DOCDB simple family (publication)
US 2004136906 A1 20040715; US 7226577 B2 20070605; AU 2003299957 A1 20040813; AU 2003299957 B2 20090730; BR 0317987 A 20051206; CA 2512482 A1 20040805; CN 101219225 A 20080716; CN 101219225 B 20110831; CN 102167728 A 20110831; CN 102167728 B 20130529; CN 1738650 A 20060222; EP 1585549 A2 20051019; EP 1585549 A4 20090729; EP 2281580 A2 20110209; EP 2281580 A3 20120307; EP 2500040 A1 20120919; IL 169154 A0 20090211; IL 169154 A 20110731; IL 207953 A0 20110731; JP 2006514961 A 20060518; JP 2010116415 A 20100527; JP 4836455 B2 20111214; JP 5140690 B2 20130206; KR 101040559 B1 20110616; KR 101201282 B1 20121115; KR 20050085951 A 20050829; KR 20110040954 A 20110420; MX PA05007439 A 20060407; RU 2005125730 A 20060227; RU 2330859 C2 20080810; US 2007231257 A1 20071004; US 2008247946 A1 20081009; US 8414864 B2 20130409; WO 2004065407 A2 20040805; WO 2004065407 A3 20040923
DOCDB simple family (application)
US 34157703 A 20030113; AU 2003299957 A 20031224; BR 0317987 A 20031224; CA 2512482 A 20031224; CN 200380108715 A 20031224; CN 200710188657 A 20031224; CN 201010514685 A 20031224; EP 03800223 A 20031224; EP 10178206 A 20031224; EP 12159175 A 20031224; IL 16915405 A 20050614; IL 20795310 A 20100902; JP 2004566951 A 20031224; JP 2010015759 A 20100127; KR 20057012631 A 20031224; KR 20117004278 A 20031224; MX PA05007439 A 20031224; RU 2005125730 A 20031224; US 0341328 W 20031224; US 46723706 A 20060825; US 46730106 A 20060825